Synonym
Perhydroantamanide; Lithium perhydroantamanide complex;
IUPAC/Chemical Name
(2S)-N-((2S)-1-((2S)-2-((2S)-4-(L-alanyl)-2,3-bis((S)-2-amino-3-cyclohexylpropanoyl)-3-(((S)-2-amino-3-cyclohexylpropanoyl)-L-prolyl-L-prolyl)-2-formylpyrrolidine-1-carbonyl)-2,3-dihydro-1H-pyrrol-1-yl)-3-methyl-1-oxobutan-2-yl)-2-amino-3-cyclohexylpropanamide
InChi Key
YDTHTYVRSKJGOT-KICGRLMCSA-N
InChi Code
InChI=1S/C64H102N10O10/c1-39(2)53(70-58(80)48(68)35-43-23-12-6-13-24-43)62(84)73-32-18-29-52(73)61(83)74-37-45(54(76)40(3)65)64(56(78)47(67)34-42-21-10-5-11-22-42,63(74,38-75)55(77)46(66)33-41-19-8-4-9-20-41)57(79)50-27-16-30-71(50)60(82)51-28-17-31-72(51)59(81)49(69)36-44-25-14-7-15-26-44/h18,32,38-53H,4-17,19-31,33-37,65-69H2,1-3H3,(H,70,80)/t40-,45?,46-,47-,48-,49-,50-,51-,52-,53-,63-,64?/m0/s1
SMILES Code
C[C@H](N)C(C1CN(C([C@@H]2CC=CN2C([C@@H](NC([C@@H](N)CC3CCCCC3)=O)C(C)C)=O)=O)[C@@](C=O)(C([C@@H](N)CC4CCCCC4)=O)C1(C([C@@H](N)CC5CCCCC5)=O)C([C@@H]6CCCN6C([C@@H]7CCCN7C([C@@H](N)CC8CCCCC8)=O)=O)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
1,171.58
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Karle IL. Lithium perhydroantamanide complex (2:1): exposure of the peptide backbone in the analog of antamanide with antitoxic impotency. Proc Natl Acad Sci U S A. 1985 Nov;82(21):7155-9. PubMed PMID: 3864151; PubMed Central PMCID: PMC390807.
2: Ovchinnikov YA, Ivanov VT, Barsukov LI, Melnik EI, Oreshnikova NA, Bogolyobova ND, Ryabova ID, Miroshnikov AI, Rimskaya VA. The effect of antamanide and perhydroantamanide on the permeability of model and biological membranes. Experientia. 1972 Apr 15;28(4):399-401. PubMed PMID: 5036549.
3: Ivanov VT, Kogan GA, Tulchinsky VM, Miroshnikov AV, Mikhalyova II, Evstratov AV, Zenkin AA, Kostetsky PV, Ovchinnikov YA, Lokshin BV. The far-infrared spectra of alkali metal ion complexes with valinomycin, beauvericin, nonactin and perhydroantamanide in solution. FEBS Lett. 1973 Mar 1;30(2):199-204. PubMed PMID: 11947093.
